4-Ethoxycarbonyl-3-methyl-5-(2'-hydroxy-3',4',5',6'-tetrafluorophenyl)pyrazole | 209736-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Ethoxycarbonyl-3-methyl-5-(2'-hydroxy-3',4',5',6'-tetrafluorophenyl)pyrazole
• 英文别名: 1H-Pyrazole-4-carboxylic acid, 3-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-5-methyl-, ethyl ester；ethyl 5-methyl-3-(2,3,4,5-tetrafluoro-6-hydroxyphenyl)-1H-pyrazole-4-carboxylate
• CAS: 209736-44-7
• 化学式: C₁₃H₁₀F₄N₂O₃
• 分子量: 318.228
• InChiKey: KZLACORWXUTCKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  75.2
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-Ethoxycarbonyl-3-methyl-5-(2'-hydroxy-3',4',5',6'-tetrafluorophenyl)pyrazole 在 盐酸 、 水 、 溶剂黄146 作用下， 反应 15.0h， 以47%的产率得到3-Methyl-4H-6,7,8,9-tetrafluorobenzopyrano[3,4,-d]pyrazol-4-one
  参考文献：
  名称：

  Interaction of 3-ethoxycarbonyl(carboxy)-substituted 5,6,7,8-tetrafluorochromones with N-nucleophiles: synthesis of fluorocoumarins

  摘要：

  Polyfluorobenzopyranopyrazoles (isoxazoles) have been prepared via cyclization of 5-tetrafluorophenyl-4-ethoxycarbonyl(carboxy)pyrazoles (isoxazoles) produced by the reaction of 3-ethoxycarbonyl-2-methyl- and 3-carboxy-substituted 5,6,7,8-tetrafluorochromone with hydrazine(hydroxylamine). It has been found that 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone forms the corresponding 2-ethylidenamino-substituted 1,3-keto esters with ammonia and benzylamine, from which 3-ethylidenamino-4-oxy-5,6,7,8-tetrafluorocoumarins were readily obtained. In contrast to the non-fluorinated analogues, 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorocoumarins were found to undergo acyl-lactone transformation into coumarin structures under acidic conditions. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(98)00350-9
• 作为产物：
  描述：

  乙基5,6,7,8-四氟-2-甲基-4-氧代-4H-苯并吡喃-3-羧酸酯 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以84%的产率得到4-Ethoxycarbonyl-3-methyl-5-(2'-hydroxy-3',4',5',6'-tetrafluorophenyl)pyrazole
  参考文献：
  名称：

  Saloutin; Bazyl'; Skryabina, Russian Journal of Organic Chemistry, 1997, vol. 33, # 8, p. 1167 - 1175

  摘要：

  DOI：

文献信息

• Saloutin; Bazyl'; Skryabina, Russian Journal of Organic Chemistry, 1997, vol. 33, # 8, p. 1167 - 1175
  作者：Saloutin、Bazyl'、Skryabina、Kisil'

  DOI：——

  日期：——
• Interaction of 3-ethoxycarbonyl(carboxy)-substituted 5,6,7,8-tetrafluorochromones with N-nucleophiles: synthesis of fluorocoumarins
  作者：V.I. Saloutin、Z.E. Skryabina、I.T. Bazyl'、S.P. Kisil'

  DOI：10.1016/s0022-1139(98)00350-9

  日期：1999.2

  Polyfluorobenzopyranopyrazoles (isoxazoles) have been prepared via cyclization of 5-tetrafluorophenyl-4-ethoxycarbonyl(carboxy)pyrazoles (isoxazoles) produced by the reaction of 3-ethoxycarbonyl-2-methyl- and 3-carboxy-substituted 5,6,7,8-tetrafluorochromone with hydrazine(hydroxylamine). It has been found that 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone forms the corresponding 2-ethylidenamino-substituted 1,3-keto esters with ammonia and benzylamine, from which 3-ethylidenamino-4-oxy-5,6,7,8-tetrafluorocoumarins were readily obtained. In contrast to the non-fluorinated analogues, 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorocoumarins were found to undergo acyl-lactone transformation into coumarin structures under acidic conditions. (C) 1999 Elsevier Science S.A. All rights reserved.